JPH10231230A - Cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a complex, usable for cosmetics, having hair damage preventing and function recovering actions and useful for a hair cosmetic, etc., by compounding a di-long-chain alkyl quaternary ammonium salt type cation with a sterol or its derivative. SOLUTION: This complex comprises a di-long-chain alkyl quaternary ammonium salt type cation and a sterol or its derivative and is obtained by uniformly dissolving the di-long-chain alkyl quaternary ammonium salt type cation (e.g. distearyldimethylammonium chloride), the sterol (preferably cholesterol and phytosterol) or its derivative [which is an ester of the sterol with a fatty acid, etc., e.g. di(cholesteryl) N-lauroyl-L-glutamate] in an amount of about preferably 10-100wt.% based on the compound or its derivative in an organic solvent, removing the organic solvent from the resultant solution in the organic solvent and simultaneously depositing the di-long-chain alkyl quaternary ammonium salt type cation and sterol or its derivative. The complex is capable of forming a lamellar structure when dispersed in water.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a complex having a lamellar liquid crystal structure comprising a dilong chain alkyl quaternary ammonium salt type cation and a sterol or a sterol derivative, and imparts a good feeling to damaged hair. And a cosmetic having an effect of preventing hair damage.

[0002]

2. Description of the Related Art Conventionally, hair cosmetics include mono- or di-linear long-chain alkyl quaternary ammonium salts or mono- or di-branched long-chain alkyl quaternary ammonium in order to improve the feel of hair. It contains a cationic surfactant such as a salt. In recent years, higher alcohols, ester oils, liquid paraffin, and the like have been used in combination with such cationic surfactants in order to obtain a better feel.

[0003]

[Problems to be Solved by the Invention] However, in order for the above-mentioned cationic surfactants to exert their effects, they must be sorbed on the hair. However, conventional hair cosmetics have problems with the release property and sorption property of the ammonium salt, and have not been sufficiently satisfactory. In addition, the oil component has a certain effect in preventing damage to the hair, such as reducing the friction on the surface of the hair, and provides a temporary good feeling of use, but lasts for already damaged hair. In fact, a satisfactory treatment effect has not been obtained due to insufficient action.

It has also been shown that the cholesterol content in hair has a correlation with the water content in hair (Keiichi Nishimura et al., Journal of Cosmetic Society, Vol. 13, No. 3, 134-139 (198)
9)) Cosmetics for the purpose of sorbing cholesterol to hair have not been provided yet.

Accordingly, it is an object of the present invention to provide a hair cosmetic which has an effect of improving the feel of the hair, preventing damage to the hair, and acting on the damaged hair to restore and maintain the original function of the hair. And the provision of cosmetics that can be used in a wide range of cosmetics such as liquid hair styling and hair cosmetics.

[0006]

Means for Solving the Problems The present inventor has made intensive studies to achieve the above object, and as a result, has found that di-long chain alkyl 4
By complexing a sterol or a derivative thereof with a quaternary ammonium salt-type cation, the temperature range in which a lamellar liquid crystal structure is taken extends to a low temperature range, and the cation and the sterol or a derivative thereof easily sorb to hair, and
Prevents or repairs hair damage due to hair washing, brushing, permanent wave liquid treatment, bleaching treatment, hair dye treatment, etc., as well as moisture control effects after being taken into hair ,
It has been found that even when dry, it has the effect of keeping the waves and curls beautiful and the hair has an excellent conditioning effect such as moist feeling, flexibility and smoothness, and it is possible to obtain excellent hair cosmetics without stickiness and oiliness. Was.

The present invention has been made based on such findings.

[0008] The conjugate of the present invention comprises a dilong chain alkyl quaternary
It is obtained by simultaneously depositing a quaternary ammonium salt type cation and a sterol or a derivative thereof from an organic solvent solution in which both are uniformly dissolved. Di long chain alkyl fourth
To simultaneously precipitate the quaternary ammonium salt type cation and sterol or a derivative thereof, for example, the organic solvent is distilled off from the organic solvent solution under heating and reduced pressure, or the organic solvent solution is spray-dried to form an organic solvent. Remove the solvent,
Alternatively, the organic solvent solution is supplied to the tubular heater at a constant speed, and heated in the heater to evaporate the organic solvent to substantially form a mixture of solids and vapor of the organic solvent. It can be performed by introducing into a vacuum chamber at a high speed and evaporating the organic solvent instantaneously.

According to the above method, the di-long chain alkyl quaternary
A complex is formed without a chemical reaction between the quaternary ammonium salt type cation and the sterol or sterol derivative.

According to the study of the present inventor, a dilong chain alkyl quaternary ammonium salt type cation and a sterol or a sterol derivative are dissolved uniformly in an organic solvent,
When only the organic solvent is removed therefrom to simultaneously precipitate the di-long chain alkyl quaternary ammonium salt type cation and the sterol or sterol derivative, the di-long chain alkyl molecule regulates the hydrophilic group or the lipophilic group in the same direction. It has been found that a complex with a sterol or a sterol derivative is formed in a regularly arranged state. The composite forms a lamellar liquid crystal structure when dispersed in water. Further, it is excellent in water dispersibility, has good initial hydration when added to water, and can maintain a good dispersion state for a long period. Furthermore, the complexation causes the disappearance of the phase transition temperature from the gel phase to the liquid crystal phase in the hydrated state of the di-long-chain alkyl quaternary ammonium salt type cation, so that a lamellar liquid crystal structure is obtained in a practical temperature range. .

The formation of a lamellar liquid crystal structure at a practical temperature is important for the effective sorption of cations to the hair, and when incorporated into a rinse, it is a particular feature when applied and when the hair is wet. It is important for expressing a slimy feeling and for stably emulsifying and dispersing fats and oils as additives in water.

The remarkable effect of the complex of the di-long-chain alkyl quaternary ammonium salt type cation of the present invention and the sterol or sterol derivative is simply that the di-long-chain alkyl quaternary ammonium salt type cation is combined with sterol or sterol. It cannot be obtained simply by mixing with a derivative.

The present invention provides a cosmetic containing a complex of a dilong-chain alkyl quaternary ammonium salt type cation and sterol or a derivative thereof.

That is, the present invention provides the following items 1 to 4.

Item 1. A composite having a lamellar liquid crystal structure comprising a dilong chain alkyl quaternary ammonium salt type cation and a sterol or sterol derivative.

Item 2. The organic solvent is removed from the organic solvent solution in which the di-long-chain alkyl quaternary ammonium salt-type cation and the sterol or sterol derivative are uniformly dissolved in the organic solvent to form the di-long-chain alkyl quaternary ammonium salt-type cation. A composite having a lamellar liquid crystal structure comprising a dilong-chain alkyl quaternary ammonium salt-type cation obtained by simultaneously depositing sterols or sterol derivatives and sterols or sterol derivatives.

Item 3. Item 4. A cosmetic comprising the composite according to item 1 or 2.

Item 4. Item 3. A hair cosmetic containing the composite according to item 1 or 2.

[0019]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, the “dilong chain alkyl quaternary ammonium salt type cation” is represented by the following general formula (1).

[0020]

Embedded image

Representative examples include distearyldimethylammonium chloride, dipalmityldimethylammonium chloride, dieicosyldimethylammonium chloride, dipheneicosyldimethylammonium chloride, didocosyldimethylammonium chloride, didocosyldiethylammonium chloride, Dicosyleicosyl dimethyl ammonium chloride,
Examples include di-hardened tallow alkyldimethyl ammonium chloride and di-hardened tallow alkyl dimethyl ammonium bromide.

The sterol of the present invention is not particularly limited as long as it has an alcohol having a steroid skeleton. For example, sterols derived from animals such as cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, desmosterol, and stigmasterol, Sterols derived from plants such as sitosterol, campesterol, brassicasterol, and the like, that is, sterols derived from microorganisms such as phytosterol and ergosterol, preferably cholesterol and phytosterol. These sterols may be used alone or as a mixture of two or more.

Examples of the sterol derivative include esters of the above sterols and fatty acids. Examples of the fatty acids forming the ester include fatty acids having 6 to 26 carbon atoms which may have a saturated or unsaturated branch, and specifically include nonanoic acid, caproic acid, caprylic acid, lauric acid, and myristic acid. , Palmitic acid, stearic acid, isostearic acid, 12-hydroxystearic acid, arachidic acid,
Behenic acid, lignoceric acid, cerotic acid, oleic acid,
Linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, docosapentaenoic acid, docosahexaenoic acid,
One or more linear or branched, saturated or unsaturated fatty acids such as nervonic acid, capric acid, etc., and examples thereof include macadamian nut oil fatty acids, coconut oil fatty acids, peanut oil fatty acids, fish oil fatty acids, and rapeseed oil. fatty acid,
Palm oil fatty acids, cottonseed oil fatty acids, soybean oil fatty acids, sunflower oil fatty acids, wheat germ oil fatty acids, sesame oil fatty acids, corn oil fatty acids, evening primrose oil fatty acids, lanolin fatty acids, non-hydroxy lanolin fatty acids, hydroxy lanolin fatty acids,
Naturally occurring fatty acids such as milk fat fatty acids and abietic acid, dehydroabietic acid.

Further, examples of the sterol derivative include di (cholesteryl, lauroyl, octyldodecyl) -N-lauroyl-L-glutamic acid ester.

These sterol derivatives may be used alone or as a mixture of two or more. Also,
Sterols and sterol derivatives may be used in combination.

The non-hydroxylanolin fatty acid and hydroxylanolin fatty acid according to the present invention are obtained by separating lanolin fatty acid, and the separation method is described in JP-A-6-293614.

The sterol derivative used in the present invention may be obtained by esterifying the above-mentioned sterol and fatty acid, or may be obtained by a method such as column fractionation, extraction and distillation from natural and synthetic products. .

The compounding ratio of the sterol or sterol derivative to the dilong-chain alkyl quaternary ammonium salt-type cation in the complex of the present invention and the sterol or sterol derivative is 0.1 to 500. It is good to be about weight%. Preferably, the content is about 10 to 100% by weight. If the amount is too small, the effect is less likely to appear, and if the amount is too large, a precipitate is easily generated.

As the organic solvent for dissolving the di-long-chain alkyl quaternary ammonium salt-type cation and the sterol or sterol derivative, any of the di-long-chain alkyl quaternary ammonium salt-type cation and the sterol or sterol derivative can be used simultaneously. There is no particular limitation as long as it can be dissolved. Specifically, for example, pentane, hexane, heptane, hydrocarbons such as cyclohexane, methylene chloride, halogenated hydrocarbons such as chloroform, benzene, aromatic hydrocarbons such as toluene, methanol,
Examples thereof include lower alcohols such as ethanol, and esters such as methyl acetate and ethyl acetate. The amount of the organic solvent used is not particularly limited, and may be appropriately selected from a wide range according to the solubility of both the dilong-chain alkyl quaternary ammonium salt type cation and the sterol or sterol derivative. Considering the properties and the like, the amount of both the di-long-chain alkyl quaternary ammonium salt type cation and the sterol or sterol derivative used is 1 to
It is preferably about 100 times, preferably about 3 to 50 times.

The complex of the long-chain alkyl quaternary ammonium salt type cation of the present invention and a sterol or a sterol derivative can be produced, for example, as follows.

First, a dilong chain alkyl quaternary ammonium salt type cation and a sterol or a sterol derivative are dissolved in the above organic solvent. At this time, if means such as heating and stirring are used, the efficiency is further improved.

The obtained solution is spray-dried using a spray-drying apparatus such as a two-fluid type or a disk type, preferably a solvent-recovering type, to obtain the desired di-long-chain alkyl quaternary ammonium salt type cation and sterol. Alternatively, a sterol derivative complex can be obtained in a powder, oil, or semi-solid state. Generally, a homogeneous mixture obtained in powder form is desirable from the viewpoint of swelling speed.

In the present invention, cosmetics include hair cosmetics,
Liquid cosmetics such as facial cleansers, lotions, lotions, emulsions,
Nail coat agents such as cold creams, foundations, lipsticks, soaps, and nail varnishes may be mentioned, with hair cosmetics being particularly preferred.

The hair cosmetics referred to in the present invention include not only shampoos, rinses, conditioners, hair packs and other hair wash or hair wash cosmetics, but also permanent wave liquids, hair dyes, color rinses, decolorizers ( Bleach), hair agents that may damage the hair due to some chemical treatment such as color manicure, and hair styling materials such as mousse and gel used in hot air treatment with a dryer or the like.

The compounding ratio of the composite of the present invention to cosmetics varies depending on the type of cosmetics. For example, in the case of creams, it is about 0.1 to 50% by weight, and in the case of non-aqueous makeup cosmetics, 0.1. About 80% by weight, preferably 1-4
It is about 0% by weight. In the case of hair cosmetics, about 0.1 to 90% by weight for non-aqueous oil type, about 0.1 to 50% by weight for non-aqueous cream type, and about 0.1 to 50% by weight for shampoo. About 10% by weight, about 0.1 to 50% by weight for rinsing, about 0.01 to 20% by weight, preferably about 0.1 to 10% by weight for permanent wave liquid, 0 in case of.
About 01 to 20% by weight, preferably 0.1 to 10% by weight
Degree, 0.05 to 10% by weight for color nail polish
About 0.05 to 10% by weight for a bleaching agent and about 0.05 to 10% by weight for a hair styling agent such as mousse or gel.

In the "cosmetic" of the present invention, any components of known cosmetic compositions are used as components other than the composite of the present invention.

As will be shown in the examples below, the complex of the present invention can be produced by denaturation or damage of keratin protein, fading of melanin pigment, distortion of cuticle, damage caused by chemical treatment of drugs or the like or physical treatment such as heat. In addition to preventing damage to the hair due to peeling, etc., it also repairs the damage that has occurred, and also reduces hair pats, worsens the feel and combability, reduces flexibility and gloss, and reduces hair strength due to moisture evaporation. Lowering can be significantly prevented, hair damage inhibitor,
It is useful as a hair damage repair agent. Therefore, the composite of the present invention can be applied as it is to hair as a hair damage inhibitor and a restorative, but as a hair cosmetic additive, a permanent waving agent, a hair dye, a color manicure, a bleaching agent (bleach). For example, it can be added to and blended with a hair cosmetic that may damage the hair, or a hair styling such as mousse or gel used in hot air drying or the like that causes damage to the hair.

In the "hair cosmetic" of the present invention, any component of a known hair cosmetic composition is used as a component other than the complex of the present invention.

[0039]

Next, the present invention will be described in detail with reference to examples, but the present invention is not limited thereto.

Production Example 1 3 g of distearyldimethylammonium chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) and cholesterol (manufactured by Nippon Seika Co., Ltd.)
1 g was dissolved in 100 ml of chloroform, and then spray-dried (Tokyo Rika Kikai Co., Ltd., Spray dryer S)
D-1). The spray air pressure is 1.5kg /
cm2, liquid feed rate 5g / min, chamber inlet temperature 65
° C and the outlet temperature was 40 ° C. The thus obtained complex of distearyldimethylammonium chloride and cholesterol of the present invention was a homogeneous white powder.

FIG. 1 shows a DSC (differential scanning calorimetry) chart of a 50% by weight hydrate of the complex of distearyldimethylammonium chloride and cholesterol obtained in Production Example 1. FIG. 2 shows a phase diagram of a binary system of distearyldimethylammonium chloride before complexation and distearyldimethylammonium chloride after complexation with water.

[0042]

FIG.

[0043]

FIG. 2

From FIGS. 1 and 2, the complex has lost the phase transition point from the gel phase to the lamellar liquid crystal phase between -30 ° C. and 100 ° C., and has a lamellar liquid crystal structure at the practical temperature of the cosmetic. You can see that.

Production Example 2 After dissolving 4 g of distearyldimethylammonium chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1 g of cholesteryl oleate in 100 ml of chloroform, a spray drier (manufactured by Tokyo Rika Kikai Co., Ltd., spray dryer) (SD-1 type). The spray air pressure was 1.5 kg / cm 2, the liquid sending rate was 5 g / min, the chamber inlet temperature was 65 ° C, and the outlet temperature was 40 ° C. The thus obtained complex of distearyldimethylammonium chloride of the present invention and cholesteryl oleate was a homogeneous white powder.

Production Example 3 Di-chlorinated beef tallow alkyldimethylammonium (Nissan Cation 2-ABT, manufactured by NOF Corporation) and 4 g of cholesterol (manufactured by Nippon Seika Co., Ltd.) were dissolved in 100 ml of chloroform. Spray drying was carried out with a spray drying device (manufactured by Tokyo Rika Kikai Co., Ltd., spray dryer SD-1). The spray air pressure is 1.5kg / cm2, and the liquid sending speed is 5g / cm2.
The chamber inlet temperature was 65 ° C. and the outlet temperature was 40 ° C. The thus obtained complex of di-hardened tallow alkyldimethylammonium chloride and cholesterol of the present invention was a homogeneous white powder.

Example 1 The amount of the composite obtained in Production Example 1 was adjusted to 3% by weight.
Add to warm water at 0 ° C and stir with a dynamic stirrer (Tokyo Rika Instruments Co., Ltd.) (80 ° C, 400 rpm, 5 minutes)
Thereafter, the mixture was cooled to room temperature with stirring. Confirmation of the lamellar liquid crystal structure was performed by observation with a polarizing microscope. Further, the dispersion state of this dispersion liquid is stably maintained for a long time,
No sediment was formed in the standing stability test for one day. FIG. 3 shows a polarizing microscope photograph of the lamella liquid crystal structure.

[0048]

FIG. 3

Comparative Example 1 Distearyldimethylammonium chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) 3 g and cholesterol (manufactured by Nippon Seika Co., Ltd.)
1 g was added to 129 ml of hot water of 80 ° C., and stirred with a dynamic stirrer (manufactured by Tokyo Rika Instruments Inc.) (80 ° C., 400 rpm)
After cooling to room temperature with stirring, the lamellar liquid crystal structure was confirmed by observation with a polarizing microscope. Cholesterol precipitated in the obtained agitated product, and no lamellar liquid crystal structure was confirmed.

Example 2 The conjugate obtained in Production Example 2 was added to warm water at 80 ° C. containing 0.1% by weight of a carboxyvinyl polymer (trade name: Carbopol 941) so as to be 3% by weight. Stir with a dynamic stirrer (manufactured by Tokyo Rika Instruments) (80
(C, 400 rpm, 5 minutes), and then cooled to room temperature with stirring. Confirmation of the lamellar liquid crystal structure was performed by observation with a polarizing microscope. In addition, the dispersion state of this dispersion liquid was stably maintained for a long time, and no precipitate was formed even after 90 days at 25 ° C. FIG. 4 shows a polarizing microscope photograph of the lamellar liquid crystal structure obtained from the composite obtained in Production Example 2.

[0051]

FIG. 4

Comparative Example 2 4 g of distearyldimethylammonium chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1 g of cholesteryl oleate (manufactured by Tokyo Chemical Industry Co., Ltd.) were 0.1% by weight of a carboxyvinyl polymer (trade name: CARBON) The mixture was added to 129 ml of 80 ° C. warm water containing Paul 941) and stirred with a dynamic stirrer (manufactured by Tokyo Rika Instruments Inc.) (80 ° C., 400 rpm, 5 minutes).
Thereafter, after cooling to room temperature with stirring, the lamellar liquid crystal structure was confirmed by observation with a polarizing microscope. Cholesteryl oleate was precipitated in the obtained agitated product, and no lamellar liquid crystal structure was confirmed.

Example 3 The composite obtained in Production Example 3 was added in an amount of 3% by weight.
Add to warm water at 0 ° C and stir with a dynamic stirrer (Tokyo Rika Instruments Co., Ltd.) (80 ° C, 400 rpm, 5 minutes)
Thereafter, the mixture was cooled to room temperature with stirring. Confirmation of the lamellar liquid crystal structure was performed by observation with a polarizing microscope. Further, the dispersion state of this dispersion liquid is stably maintained for a long time,
No sediment was formed in the standing stability test for one day. FIG. 5 shows a polarizing microscope photograph of the lamellar liquid crystal structure obtained from the composite obtained in Production Example 2.

[0054]

FIG. 5

Comparative Example 3 Di-chlorinated beef tallow alkyldimethylammonium (Nissan cation 2-ABT, manufactured by NOF Corporation) and 4 g of cholesterol (manufactured by Nippon Seika Co., Ltd.) were mixed with 1 g of hot water at 80 ° C.
After stirring with a dynamic stirrer (manufactured by Tokyo Rika Instruments Inc.) (80 ° C., 400 rpm, 5 minutes), the mixture was cooled to room temperature with stirring, and the lamellar liquid crystal structure was confirmed by observation with a polarizing microscope. Cholesterol precipitated in the obtained agitated product, and no lamellar liquid crystal structure was confirmed.

Test Example 1 In order to observe the sorption behavior of the lamellar structures of Examples 1 and 2 on hair, the sorption amounts of distearyldimethylammonium chloride, cholesterol and cholesteryl oleate on hair were measured. The hair of a straight-haired Japanese woman was extracted with a Soxhlet extractor using ethanol as a solvent for 24 hours, washed sufficiently with purified water, and dried.

The dispersions containing the lamellar liquid crystal structures of Examples 1 and 2 were diluted with purified water so that the concentration of distearyldimethylammonium chloride became 10 mM, which was used as a test solution. For comparison, those obtained by diluting the dispersions of Comparative Examples 1 and 2 with purified water so as to have a distearyldimethylammonium chloride concentration of 10 mM were used. The sorption conditions were 1 g of the above hair having a length of 10 cm, 50 mL of test solution,
0 ° C., 30 minutes. For colorimetric determination of distearyldimethylammonium chloride, a colorimetric method using an anionic dye (orange) was used. For the determination of cholesterol and cholesteryl oleate, a colorimetric method according to the Libermann-Burchard method was used. Table 1 shows the results.

[0058]

[Table 1]

As shown in Table 1, the sorption amounts of distearyldimethylammonium chloride, cholesterol and cholesteryl oleate on the hair were higher in the case of using the dispersions of the composites of Examples 1 and 2 than in Comparative Example. It turns out that it is more than the case where it is set as the dispersion liquid of 1 and 2.

Test Example 2 In order to examine the persistence of the composites of Examples 1 and 2 after sorption on the hair, the hair used in Test Example 1 was rinsed with warm water at 40 ° C., and then subjected to Soxhlet extraction. Extraction was performed for 12 hours using chloroform as a solvent, and the amount of distearyldimethylammonium chloride, cholesterol, and cholesteryl oleate in the obtained extract was determined. The value obtained by subtracting the value obtained from the untreated hair, which was obtained in advance, from this quantitative value was defined as the remaining amount on the hair after rinsing. Table 2 shows the results
Shown in

[0061]

[Table 2]

As shown in Table 2, the residual amounts of distearyldimethylammonium chloride, cholesterol, and cholesteryl oleate on the hair were lower than those of the composites of Examples 1 and 2 in Comparative Example 1. It can be seen that the amount is larger than that in the case of using the dispersion liquids of Nos. 2 and 2.

Example 4 Preparation of Hair Rinse Ingredients Ratio (% by weight) Component A Complex of Distearyldimethylammonium Chloride and Cholesterol of Production Example 3.0 Stearyltrimethylammonium Chloride 2.0 Behenyl Alcohol 2.5 2-octyldodecanol 1.0 Polyoxyethylene (2) oleyl ether 2.0 Silicone oil 0.2 B component Cationized cellulose (10% solution) 2.0 1, 3-butylene glycol 3.0 Preservative / disinfectant Appropriate amount Purified water whole Component C Perfume / Dye Appropriate Amount Dissolve A component at 70 ° C, stir and mix, then add B component previously dissolved and mixed at 70 ° C, and stir and mix.
Then, the component C was added, and the mixture was cooled to 30 ° C. while stirring and mixing to prepare a hair rinse.

The hair rinse thus prepared includes:
It was confirmed by a polarizing microscope that it had a lamellar liquid crystal structure.

Comparative Example 4 In place of the complex (3% by weight) of distearyldimethylammonium chloride and cholesterol in Example 4, 2.22% by weight of distearyldimethylammonium chloride and 0.78% by weight of cholesterol were used. A hair rinse was prepared in the same manner as in Example 1. In the obtained hair rinse,
It was confirmed by a polarizing microscope that it did not have a lamellar liquid crystal structure.

Example 5 Preparation of Hair Conditioner Ingredients Ratio (% by weight) A Component Complex of Distearyldimethylammonium Chloride and Cholesterol of Production Example 2.0 Behenyl Alcohol 8.0 Lanolin 1.0 2-Octyldodecanol 6. 0 Cetyl isooctanoate 4.0 Polyoxyethylene (7) oleyl ether 2.0 B component 1, 3-butylene glycol 12.0 Preservative / bactericidal agent qs Purified water 100 qs C component Fragrance / dye qs After dissolving the component A at 70 ° C. and stirring and mixing, the component B previously dissolved and mixed at 70 ° C. is added and stirred and mixed.
Subsequently, the component C was added, and the mixture was cooled to 30 ° C. while stirring and mixing to prepare a hair conditioner. It was confirmed with a polarizing microscope that the obtained hair conditioner had a lamellar structure.

Comparative Example 5 In place of the complex (2.0% by weight) of distearyldimethylammonium chloride and cholesterol in Example 5, 1.5% by weight of distearyldimethylammonium chloride and 0.5% by weight of cholesterol were used. A hair conditioner was prepared in the same manner as in Example 5 except for the following. It was confirmed by a polarizing microscope that the obtained hair conditioner did not have a lamellar liquid crystal structure.

Example 6 Preparation of Conditioning Shampoo Ingredient Ratio (wt%) A Component Complex of Distearyldimethylammonium Chloride of Production Example 2 and 2.0 Cholesteryl Oleate Hydroxyethylcellulose 0.6 Decyl Ether (3) Sodium Sulfate 15 2.0 Monoethanolamide laurate 3.5 Ethylene glycol distearate 0.75 Stearyl stearate 0.35 Macadamia nut oil 0.75 Microcrystalline wax 1.0 Vaseline 1.5 B component Propylene glycol 0.5 Preservative / disinfectant Amount Purified water Amount based on the total amount as 100 C component Fragrance / pigment Suitable amount Dissolve A component at 70 ° C, stir and mix, then add B component previously dissolved and mixed at 70 ° C, and stir and mix.
Then, the component C was added, and the mixture was cooled to 30 ° C. while stirring and mixing to prepare a conditioning shampoo. It was confirmed with a polarizing microscope that the obtained conditioning shampoo had a lamellar structure.

Comparative Example 6 In place of the complex (2.0% by weight) of distearyldimethylammonium chloride and cholesteryl oleate of Example 6, 1.6% by weight of distearyldimethylammonium chloride and 0.4% by weight of cholesteryl oleate were used. A conditioning shampoo was prepared in the same manner as in Example 6, except that the weight% was used. It was confirmed by a polarizing microscope that the obtained conditioning shampoo did not have a lamellar liquid crystal structure.

Test Example 3 Examples 4 to 6; and Comparative Example 4 for 10 female panelists
The cosmetics prepared in No. 6 to No. 6 were actually used, and practical evaluation was performed. The evaluation was (1) the gloss of the hair, (2) the moist feeling of the hair,
(3) Smoothness of the hair and (4) Overall evaluation were performed. The results are shown in Table 3. In Table 3, “◎”: 8 or more out of 10 responded that they were good. “O”: 6 or more respondents answered that they were good. “△”: 4 or more out of 10 responded that they were good. “×”: Less than 4 out of 10 responded as good.

[0071]

[Table 3]

Table 3 shows that the cosmetic of the present invention is very excellent in use feeling.

Examples 7 to 10 and Comparative Examples 7 to 11 The permanent wave liquid compositions of the present invention (Examples 7 to 10)
Table 4 shows 10) and comparative compositions (Comparative Examples 7 to 11). Note that ammonium thioglycolate was used as a reducing agent.

Hair was treated with these compositions, and the hair was examined for hair strength, curl retention, and texture. The results are shown in Table 4.

(1) Strength of Hair (Effect of Preventing Damage to Hair) <Evaluation Method> Using healthy black hair of a 20-year-old female, wash with a 5% shampoo solution, rinse thoroughly with running water, and length 1
A hair bundle 5 cm in weight and 5 g in weight was prepared. The hair bundle was wound around a curler having a diameter of 1.3 cm, immersed in the first permanent wave agent at 30 ° C. for 10 minutes, washed with running water for 1 minute, and then immersed in the second agent at 30 ° C. for 10 minutes. After thoroughly washing with running water for 1 minute, the curler was removed and air-dried. Next, the hair bundle was suspended in a thermo-hygrostat at 25 ° C. and a humidity of 70%, and left for a day to prepare a test piece.

One hair of the same thickness (80 μm) was selected from the hair bundle treated as described above, and fixed to a tribogear (surface property measuring machine (TYPE: 14DR) manufactured by Shinto Kagaku Co., Ltd.), and its breaking load Was measured as the strength. Measurements were made on 10 hairs and the average was determined.

(2) Wave holding power <Evaluation method> Using healthy black hair of a 20-year-old female, the hair was washed with a 5% shampoo solution, rinsed sufficiently with running water, and air-dried. Align the root of the hair with the tip of the hair, and use the same thickness (80μ
A hair sample having a length of 6 cm was created by tying the hair at the base of the 12 hairs of m).

The coil was uniformly wound around the coil (φ = 8 mm) from the base, and the end was held down with a plastic stopper. It was immersed in the first permanent wave agent at 30 ° C. for 10 minutes, washed with running water for 1 minute, and then immersed in the second agent at 30 ° C. for 10 minutes. After thoroughly washing with running water for 1 minute, the coil was removed while wet with water, and the diameter of the hair coil was measured (dm
m). Further, excess water was wiped off, the hair coil was hung, and the length was measured (Lcm).

The same sample was measured ten times and the average was determined. Hair coil diameter (dmm) and length (Lcm)
The smaller the value, the higher the wave effect.

(3) Texture The texture of the hair was evaluated according to the following criteria by 15 female panelists using the permanent wave-treated hair of the hair prepared in (1) by the tactile sensation.

Evaluation Criteria 5: Very Good 4: Excellent 3: Normal 2: Somewhat poor 1: Poor The results were expressed as the average of the evaluations of 10 female panelists.

[0082]

[Table 4]

The permanent wave solution of ammonium thioglycolate used in this example has a strong reducing power, and is generally considered to easily damage hair. However, by adding a complex of distearyldimethylammonium chloride and cholesterol, a complex of distearyldimethylammonium chloride and cholesteryl oleate to the permanent wave solution, the strength of the hair after the permanent treatment is as high as that of the untreated hair. The same value was shown, and it was found that the composite of the present invention has a damage suppressing effect or a damage repairing effect by the permanent treatment.

Further, the curl holding power and the feeling were clearly better than the system without the composite of the present invention.

Examples 11 to 16 and Comparative Examples 12 to 21 The permanent wave liquid compositions (Examples 11 to 16) and the comparative compositions (Comparative Examples 12 to 21) of the present invention using cysteine as a reducing agent are shown in Tables. It is shown in FIG.

Hair was treated with these compositions, and the hair was examined for hair strength, curl retention, and texture according to the methods of Examples 7 to 10 described above. Table 5 shows the results
Are shown together.

[0087]

[Table 5]

The cysteine-based permanent wave solution used in this example is generally considered to have a weaker wave-forming ability than the ammonium thioglycolate-based permanent wave solution. However, by adding a complex of distearyldimethylammonium chloride and cholesterol and a complex of distearyldimethylammonium chloride and cholesteryl oleate to this permanent wave solution, the curl effect as well as the damage suppression and repair effect by the permanent treatment are increased. It has been shown to enhance retention.

Examples 17-18, Comparative Examples 22-24 Table 6 shows the hair bleach composition of the present invention (Examples 17-18) and comparative compositions (Comparative Examples 22-24).

These compositions were mixed in advance to prepare a shampoo-type hair bleach composition. In addition, the decolorizing agent,
Hydrogen peroxide solution was used.

20-year-old female black healthy hair, length 1
A hair bundle having a size of 5 cm and a weight of 5 g was prepared, washed with a 5% shampoo solution, thoroughly rinsed with running water, and dried to obtain a test sample. The test sample was immersed in a hair bleach composition solution obtained by previously mixing the first and second agents at 30 ° C. for 10 minutes, rinsed sufficiently with water, and air-dried. Next, the hair bundle was suspended in a thermo-hygrostat at 25 ° C. and a humidity of 70%, and left for a day to prepare a test piece.

The hair test pieces after the hair bleaching were examined for the hair strength and the bleaching effect of the bleaching agent. The hair strength was evaluated according to the method described above, and the bleaching effect was evaluated according to the following criteria. Table 6 shows the results.

[0093]

[0094]

[Table 6]

A comparison of the hair strength shows that the hair is damaged by the hair bleaching treatment and the strength is reduced. Hair treated with a hair bleaching agent composition containing a mixture of distearyldimethylammonium chloride and cholesterol, a complex of distearyldimethylammonium chloride and cholesteryl oleate, and the like in this permanent wave solution is equal to or less than untreated hair. It showed the above strength, and it was found that the hair damaged by the bleaching treatment was repaired.

From the above results, it was clarified that the composite of the present invention has not only a hair damage suppressing effect but also a hair repairing effect, and also exhibits a bleaching effect on a hair bleaching agent.

Example 19, Comparative Example 25 Conditioning was performed on the hair which had been previously subjected to permanent treatment and was damaged by the hair conditioner prepared in Example 5 and Comparative Example 5, and the hair was treated according to the method described above. The strength of the hair was compared before and after. The results are shown in Table 7.

[0098]

[Table 7]

From the results, it was confirmed that the composite of the present invention had a hair damage repair effect, and its usefulness as a hair cosmetic additive was confirmed.

[Brief description of the drawings]

FIG. 1 shows a composite of distearyldimethylammonium chloride and cholesterol obtained in Production Example 1 and distearyldimethylammonium chloride before conjugation, respectively.
It is a DSC (differential scanning calorimetry) chart of 0 weight% hydrate.

FIG. 2 is a phase diagram of a two-component system of a complex of distearyldimethylammonium chloride and cholesterol obtained in Production Example 1 and water of distearyldimethylammonium chloride before complexation, each with water.

FIG. 3 is a photograph substituted for a drawing of a complex of distearyldimethylammonium chloride and cholesterol obtained in Production Example 1 by a polarizing microscope (× 400).

FIG. 4 is a drawing substitute photograph of a composite of distearyldimethylammonium chloride and cholesteryl oleate obtained in Production Example 2 taken with a polarizing microscope (× 400).

5 is a drawing-substitute photograph of a complex of di-hardened tallow alkyldimethylammonium chloride and cholesterol obtained in Production Example 3 taken with a polarizing microscope (× 400).

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁶ Identification code FI // A61K 7/075 A61K 7/075 7/08 7/08

Claims (4)

[Claims] 1. A composite having a lamellar liquid crystal structure comprising a dilong chain alkyl quaternary ammonium salt type cation and a sterol or a sterol derivative. 2. An organic solvent solution in which a dilong chain alkyl quaternary ammonium salt type cation and a sterol or a sterol derivative are uniformly dissolved in an organic solvent, the organic solvent is removed to obtain a dilong chain alkyl quaternary ammonium quaternary ammonium salt. A complex having a lamellar liquid crystal structure comprising a dilong-chain alkyl quaternary ammonium salt-type cation and a sterol or a sterol derivative obtained by simultaneously depositing an ammonium salt-type cation and a sterol or a sterol derivative. 3. A cosmetic comprising the composite according to claim 1. 4. A hair cosmetic containing the composite according to claim 1 or 2.